Bioavailability Studies and in vitro Profiling of the Selective Excitatory Amino Acid Transporter Subtype 1 (EAAT1) Inhibitor UCPH-102

ChemMedChem. 2016 Feb 17;11(4):403-19. doi: 10.1002/cmdc.201500527. Epub 2016 Jan 21.

Abstract

Although the selective excitatory amino acid transporter subtype 1 (EAAT1) inhibitor UCPH-101 has become a standard pharmacological tool compound for in vitro and ex vivo studies in the EAAT research field, its inability to penetrate the blood-brain barrier makes it unsuitable for in vivo studies. In the present study, per os (p.o.) administration (40 mg kg(-1) ) of the closely related analogue UCPH-102 in rats yielded respective plasma and brain concentrations of 10.5 and 6.67 μm after 1 h. Three analogue series were designed and synthesized to improve the bioavailability profile of UCPH-102, but none displayed substantially improved properties in this respect. In vitro profiling of UCPH-102 (10 μm) at 51 central nervous system targets in radioligand binding assays strongly suggests that the compound is completely selective for EAAT1. Finally, in a rodent locomotor model, p.o. administration of UCPH-102 (20 mg kg(-1) ) did not induce acute effects or any visible changes in behavior.

Keywords: EAAT1; blood-brain barrier; in vitro profiling; in vivo administration; inhibitors; structure-activity relationships.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Benzopyrans / adverse effects
  • Benzopyrans / chemistry*
  • Benzopyrans / pharmacokinetics*
  • Benzopyrans / pharmacology
  • Biological Availability
  • Brain / drug effects
  • Brain / metabolism
  • Excitatory Amino Acid Transporter 1 / antagonists & inhibitors*
  • Excitatory Amino Acid Transporter 1 / metabolism
  • Humans
  • Locomotion / drug effects
  • Mice
  • Rats
  • Structure-Activity Relationship

Substances

  • 2-amino-4-(4-methoxyphenyl)-7-(naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
  • Benzopyrans
  • Excitatory Amino Acid Transporter 1